HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(6-Chloro-pyridine-3-sulfonyl)-4-methyl-piperazine → 3-{5-[(4-Methylpiperazin-1-yl)sulfonyl]pyridin-2-yl}-5-(2-methyl-1,3-thiazol-4-yl)-1H-indol-2-ol hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(6-Chloro-pyridine-3-sulfonyl)-4-methyl-piperazine | HCID 822457 | — |
| Reactant | 5-(2-Methyl-1,3-thiazol-4-yl)-1,3-dihydro-2H-indol-2-one | HCID 9343013 | — |
| Product | 3-{5-[(4-Methylpiperazin-1-yl)sulfonyl]pyridin-2-yl}-5-(2-methyl-1,3-thiazol-4-yl)-1H-indol-2-ol hydrochloride | HCID 136342139 | 35% |
Reaction Steps
The title compound was prepared as described for Example 101 using 1-[(6-chloropyridin-3-yl)sulfonyl]4-methylpiperazine (described in: Thunus L., Annales Pharmaceutiques Francaises 1977, 35, 197-203) and 5-(2-methyl-1,3-thiazol-4-yl)-1,3-dihydro-2H-indol-2-one. The crude product was purified on a silica gel column using chloroform/methanol/conc NH3(aq), (50:3:0.3), as the eluent. The base was dissolved in chloroform/methanol and converted to the hydrochloride salt using HCl in diethyl ether (1 M). Yield: 35% of the title compound: MS (ES) m/z 470 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07399780B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-0ee60742a056402c86d837fe02022e0f |
| Source note | uspto-grants-2008_07 |